Diisopropylethylamine → HCID 69147959, compound

HRID 2376690Notes

Reaction equation

HRID 2376690 reaction equation
[CH3:1][C:2]([O:5][C:6](=[O:12])[N:7]([CH2:9][CH2:10][NH2:11])[CH3:8])([CH3:4])[CH3:3].Cl[C:14]1[CH:23]=[N:22][C:21]2[C:16](=[CH:17][C:18]([F:25])=[C:19]([F:24])[CH:20]=2)[N:15]=1.C(N(CC)C(C)C)(C)C>C1(C)C(C)=CC=CC=1>[CH3:4][C:2]([O:5][C:6](=[O:12])[N:7]([CH2:9][CH2:10][NH:11][C:23]1[CH:14]=[N:15][C:16]2[C:21](=[CH:20][C:19]([F:24])=[C:18]([F:25])[CH:17]=2)[N:22]=1)[CH3:8])([CH3:1])[CH3:3]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2756424N-Boc-N-methylethylenediamineHCID 103755432-Chloro-6,7-difluoroquinoxaline

Product 1

HCID 69147959HCID 69147959, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of (2-amino-ethyl)-methyl-carbamic acid dimethyl-ethyl ester (1.01 g, 5.8 mmol), 2-chloro-6,7-difluoro-quinoxaline (1.00 g, 5.8 mmol) and N,N-diisopropylethylamine (3.02 ml, 17.4 mmol) in xylene (10 ml) was heated under argon at 80° C. for 18 h. The cooled reaction mixture was partitioned between ethyl acetate and water. The organic phase was washed with water, brine, dried (MgSO4) and the solvent removed in vacuo. The residue was triturated with diethyl ether/pentane to afford the title compound as a pale orange solid.

Workup

  1. customThe cooled reaction mixture
  2. customwas partitioned between ethyl acetate and water
  3. washThe organic phase was washed with water, brine
  4. dry with materialdried (MgSO4)
  5. customthe solvent removed in vacuo
  6. customThe residue was triturated with diethyl ether/pentane

Sources & evidence

ORD record
ord-de0f663e11de462ea536ebd1819cde8c
Source dataset
uspto-grants-2008_12
Patent number
US07468367B2

Reaction notes

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